(R)-4-[(E)-(1S,2S)-2-(3,4-Dichloro-benzyl)-1-methyl-4-naphthalen-2-yl-but-3-enylcarbamoyl]-3-methyl-butyric acid methyl ester

Base Information

Chemical Name:(R)-4-[(E)-(1S,2S)-2-(3,4-Dichloro-benzyl)-1-methyl-4-naphthalen-2-yl-but-3-enylcarbamoyl]-3-methyl-butyric acid methyl ester
CAS No.:763906-32-7
Molecular Formula:C₂₉H₃₁Cl₂NO₃
Molecular Weight:512.476
Hs Code.:

Synonyms:(R)-4-[(E)-(1S,2S)-2-(3,4-Dichloro-benzyl)-1-methyl-4-naphthalen-2-yl-but-3-enylcarbamoyl]-3-methyl-butyric acid methyl ester

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Chemical Property of (R)-4-[(E)-(1S,2S)-2-(3,4-Dichloro-benzyl)-1-methyl-4-naphthalen-2-yl-but-3-enylcarbamoyl]-3-methyl-butyric acid methyl ester

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Technology Process of (R)-4-[(E)-(1S,2S)-2-(3,4-Dichloro-benzyl)-1-methyl-4-naphthalen-2-yl-but-3-enylcarbamoyl]-3-methyl-butyric acid methyl ester

There total 7 articles about (R)-4-[(E)-(1S,2S)-2-(3,4-Dichloro-benzyl)-1-methyl-4-naphthalen-2-yl-but-3-enylcarbamoyl]-3-methyl-butyric acid methyl ester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 97.0%

: 63473-60-9
(R)-3-methylpentanedioic acid monomethyl ester

: (E)-(1S,2S)-2-(3,4-Dichloro-benzyl)-1-methyl-4-naphthalen-2-yl-but-3-enylamine; hydrochloride

: 763906-32-7
(R)-4-[(E)-(1S,2S)-2-(3,4-Dichloro-benzyl)-1-methyl-4-naphthalen-2-yl-but-3-enylcarbamoyl]-3-methyl-butyric acid methyl ester

Guidance literature:: With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane;
DOI:10.1016/0960-894X(96)00033-9

Reference yield:

: 18880-04-1
3,4-dichlorobenzyl bromide

: 763906-32-7
(R)-4-[(E)-(1S,2S)-2-(3,4-Dichloro-benzyl)-1-methyl-4-naphthalen-2-yl-but-3-enylcarbamoyl]-3-methyl-butyric acid methyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 1.) lithium diisopropylamide / 1.) THF, 2.) THF

2: 84 percent / imidazole / dimethylformamide

3: 1.) DIBAL, 2.) pyridinium chlorochromate / 1.) toluene, 2.) CH₂Cl₂

4: NaH / tetrahydrofuran

5: tetrabutylammonium fluoride / tetrahydrofuran

7: 97 percent / 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride, 4-dimethylaminopyridine / CH₂Cl₂

With 1H-imidazole; dmap; tetrabutyl ammonium fluoride; sodium hydride; diisobutylaluminium hydride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; pyridinium chlorochromate; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/0960-894X(96)00033-9

Reference yield:

: 162038-38-2
(2R,3R)-2-(3,4-Dichloro-benzyl)-3-hydroxy-butyric acid methyl ester

: 763906-32-7
(R)-4-[(E)-(1S,2S)-2-(3,4-Dichloro-benzyl)-1-methyl-4-naphthalen-2-yl-but-3-enylcarbamoyl]-3-methyl-butyric acid methyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 84 percent / imidazole / dimethylformamide

2: 1.) DIBAL, 2.) pyridinium chlorochromate / 1.) toluene, 2.) CH₂Cl₂

3: NaH / tetrahydrofuran

4: tetrabutylammonium fluoride / tetrahydrofuran

6: 97 percent / 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride, 4-dimethylaminopyridine / CH₂Cl₂

With 1H-imidazole; dmap; tetrabutyl ammonium fluoride; sodium hydride; diisobutylaluminium hydride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; pyridinium chlorochromate; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/0960-894X(96)00033-9